ChemicalBook--->CAS DataBase List--->51987-99-6

51987-99-6

51987-99-6 Structure

51987-99-6 Structure
IdentificationBack Directory
[Name]

N-(1,3,4-Thiadiazolyl)nicotinamide
[CAS]

51987-99-6
[Synonyms]

TGN-020
TGN 020;TGN-020;TGN020;51987-99-6
N-(1,3,4-Thiadiazolyl)nicotinamide
2-(Nicotinamide)-1,3,4-thiadiazole
N-(1,3,4-Thiadiazol-2-yl)nicotinamide
N-(1,3,4-Thiadiazolyl)-m-nicotinamide
TGN-020:2-(Nicotinamide)-1,3,4-thiadiazole
3-Pyridinecarboxamide, N-1,3,4-thiadiazol-2-yl-
N-(1,3,4-Thiadiazol-2-yl)-3-pyridinecarboxamide
N-(1,3,4-Thiadiazol-2-yl)pyridine-3-carboxamide
[Molecular Formula]

C8H6N4OS
[MDL Number]

MFCD00708771
[MOL File]

51987-99-6.mol
[Molecular Weight]

206.22
Chemical PropertiesBack Directory
[Melting point ]

291-293°C
[density ]

1.500±0.06 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: ≥8mg/mL
[form ]

powder
[pka]

6.78±0.50(Predicted)
[color ]

white to tan
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
[InChI]

1S/C8H6N4OS/c13-7(6-2-1-3-9-4-6)11-8-12-10-5-14-8/h1-5H,(H,11,12,13)
[InChIKey]

AGEGZHOPKZFKBP-UHFFFAOYSA-N
[SMILES]

O=C(Nc1nncs1)c2cccnc2
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Description]

TGN-020 (51987-99-6) is an aquaporin 4 channel blocker, IC50?= 3.1 μM.1?Reduces ischemic cerebral edema in a mouse model of focal cerebral ischemia using MRI.2?TGN-020 increases regional cerebral blood flow as determined in wild-type and AQP-4 knockout mice.3? Reduces brain edema when administered after onset of ischemia in rat models.4
[Chemical Properties]

Off-White Solid
[Uses]

A thiadiazole
[Biochem/physiol Actions]

TGN-020 is an inhibitor of Aquaporin 4 (AQP4), the most abundant water channel in brain. Aquaporins (AQPs) are water channels required for maintaining fluid homeostasis and enabling water movement across barrier membranes, but can enhance pathological cellular volume changes and cause edema in injury states. Pretreatment with the AQP4 inhibitor TGN-020 significantly reduced the volume of brain edema associated with ischemic injury in a mouse model of focal cerebral ischemia.
[storage]

Store at RT
[References]

1) Huber?et al. (2009), Identification of aquaporin 4 inhibitors using in vitro and in silico methods; Bioorg. Med. Chem.,?17?411 2) Igarashi?et al. (2011),?Pretreatment with a novel aquaporin 4 inhibitor, TGN-020, significantly reduces ischemic cerebral edema; Neurol. Sci.,?32?113 3) Igarashi?et al. (2013),?Inhibition of aquaporin-4 significantly increases regional cerebral blood flow; Infect. Neuroreport,?24?324 4) Pirici?et al.?(2017),?Inhibition of Aquaporin-4 Improves the Outcome of Ischaemic Stroke and Modulates Brain Paravascular Drainage Pathways; Int. J. Mol. Sci.,?19?E46
Spectrum DetailBack Directory
[Spectrum Detail]

N-(1,3,4-Thiadiazolyl)nicotinamide(51987-99-6)1HNMR
51987-99-6 suppliers list
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